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http://nopr.niscpr.res.in/handle/123456789/22488| Title: | Synthesis based on cyclohexadienes: Part 301 — Syntheses of 2-nor-cedrene and some analogues of funebrene |
| Authors: | Hariprakasha, H K Shanker, P Sathya Rao, G S R Subba |
| Issue Date: | Feb-2000 |
| Publisher: | NISCAIR-CSIR, India |
| Abstract: | A novel method for the construction of tricyclo[5 .3.1.01,5]undecane and tricyclo[6.3 .1 .0 1,6]dodecane frame work has been developed. Thus the alcohols 6, 18, 21 and 29 undergo Lewis acid-catalysed rearrangement to the tricyclic ketones 5, 19, 22 and 30. Dehydrogenation of 22 to the enone 23 proves the synchronous anti-migration of the methanobridge during the skeletal rearrangement. Finally, one carbon homologation of the ketones 5 and 19 leads to the syntheses of 2-norcedrene 4 and some analogues of funebrene 20 and 30. |
| Page(s): | 94-102 |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Appears in Collections: | IJC-B Vol.39B(02) [February 2000] |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| IJCB 39B(2) 94-102.pdf | 2.12 MB | Adobe PDF | View/Open |
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